Tutorial 4 - Elimination (E1 and E2) Reaction Worksheet 1. For each of the following E2 reactions, draw a mechanism and show the major product. a. b. C. Br Ph Br NaH NaOMe KOt-Bu
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- Choose the best reagents to complete the reaction shown below. A B C E D HO о O= OH RCO₂H 1. OsO4 (catalytic) 2. NMO 1. KMnO4, OH- (warm) 2. H₂O* MCPBA 2. H3O+ 1. Hg(OAc)2, H2O E 2. NaBH4, NaOH Q QSelect the appropriate reagent from the reagent bank to accomplish each step in the reactions below. Reaction 1: Reaction 2: Reaction 3: Reaction 4: G Reaction 1 НО. Reaction 2 lo Reaction 3 iOH OH Reaction 4 CN NH₂ ? ? . ? ? НО. loh OH lot NH₂ HO 1) BH3THF 2) H3O+ A HNEt₂ E 1) Et₂CuLi 2) H₂O I mCPBA M Reagent Bank ta NaH B HCI H₂O F HNEt₂ Trace H+ J SOCI₂ N CH3OH H* C 1) EtMgBr 2) H₂O G H₂C=PPh3 K H₂NEt Trace H* O 1) LIAIH4 2) H₂O D 38 НО. H* H -OH H* L DCC OH PQ5. A. Complete the incomplete reactions. Also write stepwise mechanism for the given reactions. CH3 i. BH3, THE ii. H2O2, HO Br H20 ii. H3C OH H. H3C Br Br2, H20 CH3 Br OH organic solvent CH3 КОН CI V. + CHCI3 KCI CI
- 3. Provide mechanisms for the following reactions. OH a. 18OH b. C. HO H₂180 cat. H H₂O -C=N: cat. H* 180 →EtOH + CH3CH₂CH₂CO₂H cat. CH3SO3H NH3. Provide mechanisms for the following reactions. a. OH b. C. Н2 180 18OH cat. H 180 H₂O cat. H+ EtOH + CH3CH2CH2CO₂H NH cat. CH3SO3H HO C=N:Complete the following reactions by providing missing reagents or products: i. ii. iii. OH i. ii. H3O+ OEt i. CH3MgCl ii. H3O+ MgCl MgBr i. Xo ii. H3O+ i. NaBH4 ii. H3O+ OH
- Complete the following reactions. Show the mechanism of each reaction. If no reaction occur, write NR and explain. a. b. C. d. سلمان معهد OR NaOH, H₂O, heat HCI, H₂O NaOEV/EtOH H₂O* NaOEV/EtOH H30*Choose the best reagents to complete the reaction shown below. HBr А 1. LIAIHA 2. H30* 1. NaBH4 2. H30* 1. H30* D 2. PhMgBr 1. PhMgBr E 2. H30* Version: 1.0.94 + production B.3B Complete the reactions below. OH NaBr/H₂SO4 D Mg Et₂O E (2 ισοδ) 1. HCOOEt Et₂O 2. H₂O/H* F
- 6). What is the major product of the following reactions? (A) -? coon 1). NaOH in ErOH, then H,O+ 2). 1 eqiv. NaOEt 3). 1 equiv. CH3Br 4). H₂O*, Heat COOB (Intramolecular Claison) COOE (B) CH₂ COOH (D) CH₂ (E) CH3 CH₂Predict the major product of the reaction. starting material O А. B. D. Е. OH OH 1. BH3 2. NaOH, H. H2O ОН OH H OH enol intermediate productChoose the best reagents to complete the reaction shown below. HO 0= 0= OH e A B C D E 1.03 2. HOẠC mCPBA 2. H3O+ 1. Hg(OAc)2, H₂O 2. NaBH4, NaOH RCO3H 1. OsO4 (catalytic),